It Girl with Bailey Taylor

iHeartPodcasts

Through intimate, unfiltered conversations with fashion editors, celebrities, founders, and cultural leaders, It Girl with Bailey Taylor captures both the glamour and the reality of life in the public eye. The podcast expands the popular online series into long-form storytelling, creating space to explore ambition, visibility, pressure, and the struggles that come with being an “it girl” today—beyond the highlight reel.

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23 episodes
Updated Wednesday

Episodes23

Newest first

Wednesday · 54 min
Taylor Quitara: Art, Personal Style & the Power of Being a Little Weird
Artist and NYC cool girl Taylor Quitara joins Bailey to talk about building a creative life, developing your personal style and learning to embrace the things that make you different. Taylor shares how she turned painting into a career, used social media to get her work discovered and learned to tune out other people’s opinions. They also get into vintage shopping, developing your taste, escaping the pressure to constantly be productive, finding creativity outside of your phone and why being a little weird might just be your superpower. Follow Taylor HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
July 22 · 47 min
Levi Sebree: Dating Without Rules, Friendship Green Flags & Breaking Into Fashion
Levi Sebree is back for a candid catch-up filled with dating confessions, friendship advice and the reality of building a career in fashion. She and Bailey compare New York and Los Angeles dating, debate underrated green flags and explain why the usual relationship rules rarely work. Levi also shares how she went from cold-emailing hundreds of fashion companies to working with major brands, proving that confidence, persistence and genuine connections can completely change your career. Plus, they open up about the trust behind their friendship, refusing to compete with each other and always reminding one another that they are that girl. Follow Levi HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
July 15 · 45 min
Listener Q&A: How to Build Confidence, Know Your Worth & Become Unstoppable
In this solo episode, Bailey answers listener questions about building confidence, recognizing your worth and becoming the version of yourself you want to be. She shares practical advice for moving past self-doubt, rebuilding your self-esteem and refusing to let insecurity keep you from opportunities, relationships or new experiences. Bailey also explains why confidence starts with your mindset, how small investments in yourself can change the way you feel, and why a little “delusional confidence” might be exactly what you need to stop overthinking and start going after the life you want. Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
July 8 · 32 min
Iris Kendall: Love Island, Dating Lessons & Boho Chic Style
Iris Kendall joins Bailey Taylor for a dreamy conversation about life after Love Island, dating in your 20s, and finding your style era. She opens up about what really happens behind the scenes of reality TV, how the experience shaped her confidence, and the relationship lessons she’s taking with her now. Iris also gets into long distance love, money advice every woman should hear, building an authentic career online, and her boho chic approach to fashion — from French girl inspiration to the closet staples she’ll never give up. Follow Iris Kendall HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
July 1 · 47 min
Violetta Komyshan: Ballet-Core, Color Analysis & Curating Your Life
Violetta Komyshan joins Bailey Taylor to talk about the discipline, beauty, and reality of life as a ballerina. She opens up about growing up in New York, building a career in dance, and how ballet shaped her confidence, femininity, and effortless personal style. Violetta shares why color analysis changed the way she gets dressed, how she curates a more intentional closet, and why vintage ’90s fashion will always be a go-to. She also talks about protecting her privacy, choosing peace in her 30s, finding inspiration through fantasy books, and learning to build a life that feels more authentic, creative, and fully her own. Follow Violetta HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
June 24 · 46 min
Chandler Guttersen: The Story Behind Vintage Grace & Finding Personal Style
Vintage Grace founder Chandler Guttersen joins Bailey to share the personal story behind the name of her beloved New York vintage destination. Chandler reveals how Grace—her first name and a tribute to both of her grandmothers—became the perfect reflection of the timeless, elegant, and welcoming brand she wanted to build. She also opens up about growing up on a Colorado cattle ranch, working at Gucci and Bottega Veneta, launching her business during the pandemic, and why true personal style will always matter more than following trends. Follow Chandler HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
June 17 · 42 min
Olivia Joan: Her Grandmother’s Closet, Whimsical Style & Life Beyond the Internet
Content creator and photographer Olivia Joan joins Bailey to talk about how sharing her grandmother’s extraordinary wardrobe online unexpectedly changed her life and career. She opens up about honoring that legacy while rediscovering her own personal style, embracing whimsical fashion, and learning to say no to opportunities that leave her feeling drained. Olivia also shares what confidence looks like in her late 20s, why authenticity and kindness create lasting relevance, and how cooking, photography, and time away from social media help her feel grounded. Plus, she reveals her plans for a deeply personal coffee-table book and the quieter life she is building beyond the internet. Follow Olvia HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
June 10 · 56 min
Leah Faye Cooper: Vogue, Fashion Criticism & What Makes Great Style
Fashion writer and editor Leah Faye Cooper joins Bailey to talk about her journey from teaching high school in Houston to building a career in fashion journalism and landing at Vogue. She opens up about the years of rejection, freelancing, and ambition that shaped her path, plus why strong writing and thoughtful criticism still matter in an industry that has changed so much. Leah also shares how she defines great personal style, the importance of buying pieces you truly love, her passion for telling bigger cultural stories through fashion, and the ultimate It Girl who has inspired her most. Follow Leah Faye Cooper HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
June 3 · 42 min
The It Girl Guide to Breakups, Situationships & Choosing Yourself
In her first solo episode of It Girl, Bailey answers listener questions about breakups, situationships, dating again, and learning when it is finally time to walk away. She opens up about heartbreak, toxic relationships, chasing people who do not choose you back, and why healing does not always happen on anyone else’s timeline. Bailey also gets honest about being single, dating in New York, dealing with rejection, and finding the self-worth to stop settling for someone who makes you feel alone. Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
May 27 · 49 min
Eva Meloche: YouTube Boundaries, Copenhagen Style & What’s Next
Eva Meloche joins Bailey Taylor for her first podcast appearance to talk about growing up online, building boundaries with her audience, and learning how to keep parts of her life private while still sharing her world through YouTube. She opens up about finding her personal style through thrifting, Copenhagen fashion, and dressing for herself instead of chasing trends. Eva also talks about confidence, creativity, life in her 20s, her love of writing and Substack, and what’s next as she prepares for a new chapter in London. Subscribe to Evas YouTube Channel HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
May 20 · 47 min
Lauren Chan: Fashion, Queer Confidence & Redefining the It Girl Standard
Lauren Chan joins Bailey for a conversation about building a career in fashion, finding confidence through defiance, and pushing the industry toward real inclusion. She looks back on her early days at Glamour, how The Devil Wears Prada shaped her dream of becoming a fashion editor, and what it felt like to realize she didn’t fit the traditional mold of the industry. Lauren also opens up about becoming the first out lesbian cover model for Sports Illustrated Swimsuit, using fashion as a form of queer self-expression, and why confidence now comes from doing things her own way. From secondhand shopping and emerging designers to body diversity, creative burnout, and the power of rest, Lauren shares what it means to build a life and career that actually feels aligned. Follow Lauren Chan HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
May 13 · 1 hr
Yvette Segan: Female Comedy, New York Chaos & Making Men Cry
Comedian Yvette Segan joins Bailey for a hilarious, unfiltered conversation about leaving tech behind and finding her voice in the New York stand-up scene. She opens up about the realities of being a woman in comedy, building her own lane through social media, and why the internet has helped shift power away from the old gatekeepers. Yvette also gets into New York chaos, dating disasters, making men cry, delusional apartment dreams, and the woman she considers the ultimate It Girl. Follow Yvette HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
May 6 · 35 min
Hannah Meloche: From YouTube OG to Her New York Chapter
Hannah Meloche joins Bailey to reflect on growing up online, from posting her first YouTube videos as a teenager to finding her place in the creator world today. She opens up about the evolution of influencer culture, learning how to balance creativity with business, and why she still feels most connected to YouTube. Hannah also talks personal style, building a new routine in New York, and the goal she’s speaking into existence for this next chapter. Follow Hannah HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
April 29 · 35 min
Michelle Ochs: Hervé Léger, Fashion Reinvention & The Ultimate Sexy Dress
Michelle Ochs joins the IT Girl podcast to talk about her journey from Parsons to launching her own brand and eventually becoming creative director of Hervé Léger. She opens up about taking on an iconic fashion house, bringing a feminine eye to the bandage dress, and redefining “the ultimate sexy dress” for a new generation. Michelle also shares her thoughts on fashion reinvention, vintage shopping, social media’s impact, trusting your gut, and the career advice every young designer needs to hear. Follow Michelle HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
April 22 · 47 min
Olivia Ponton: Content, Consistency & Career Moves in Your 20s
Join Bailey Taylor as she sits down with model Olivia Ponton to talk about building a career in your 20s—and what it really takes to stay consistent in a nonstop content world. From daily routines to staying creatively inspired, Olivia shares how discipline and intention keep her ahead of the curve. She opens up about navigating pressure, evolving with the industry, and making smart career moves while everything is moving fast. Plus, her honest advice for anyone trying to break in, stay relevant, and build something that actually lasts. Follow Olivia HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
April 15 · 39 min
Sophia Bounou: Rejections, Runways & the Real Model Life
Join Bailey Taylor as she sits down with model and artist Sophia Bounou to unpack what the “real model life” actually looks like. From early rejections to major opportunities—including working with Beyoncé’s glam team—Sophia shares the persistence and mindset that pushed her forward. She gets honest about the highs and lows of the industry, from intense castings and fashion week chaos to the pressure of social media and influencing. Plus, how building a life beyond modeling through art and creativity helped her take back control—and redefine success on her own terms. Follow Sophia HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
April 8 · 51 min
Sophie Cohen: Personal Style, Paris Dreams & IT Girl Energy
Join Bailey Taylor as she sits down with style icon Sophie Cohen for a candid, fashion-filled conversation about personal style, big dreams, and what it really means to embody IT girl energy. From growing up with a love for fashion to building a bold, unmistakable look in New York City, Sophie opens up about finding confidence and staying true to herself in a trend-driven world. The two dive into the importance of taking risks—whether it’s pursuing a creative career or following your gut all the way to Paris. Reflective, empowering, and full of style inspiration, this episode is all about owning your identity, chasing what excites you, and channeling the fearless energy of Carrie Bradshaw while creating your own version of an IT girl life. Follow Sophie HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
April 1 · 32 min
Chelsea Jordan: Making Music That’s Real, Breakups & Boundaries
Join Bailey Taylor as she sits down with artist Chelsea Jordan for a candid, girl-talk-filled conversation about making music that’s real, navigating heartbreak, and learning how to set boundaries in every area of life. From growing up on soulful sounds to building her career in LA, Chelsea opens up about turning her personal experiences—love, loss, and self-discovery—into music that truly resonates. They talk about the realities of being a creative in today’s world, from social media pressure and comparison to burnout and staying authentic, as well as the importance of protecting your peace and choosing the right people to grow with. Honest, reflective, and full of It Girl energy, this episode is all about trusting yourself, embracing your story, and becoming her—on your own terms. Follow Chelsea HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
March 25 · 38 min
Maggie MacDonald: YouTube Fame, Soft-Girl Routines & Her Next Chapter
Join Bailey Taylor as she sits down with YouTube favorite Maggie MacDonald for a candid, girl-talk-filled conversation about growing up online, finding balance, and stepping into a new era with confidence. From starting YouTube in college and sharing nearly her entire twenties on camera to embracing slower wellness routines, family values, and a more grounded mindset, Maggie opens up about what this next chapter really looks like. Sweet, reflective, and full of soft-girl wisdom, this episode is all about evolving without losing yourself. Subscribe to Maggie's YouTube Page HERE Follow Bailey Taylor HERE Follow the Show HERE See omnystudio.com/listener for privacy information.
March 18 · 41 min
Livy Duncan: Breaking Fashion Rules and Ignoring the Algorithm
Join Bailey Taylor for a conversation with creative consultant Livy Duncan, the woman redefining fashion on her own terms. From navigating NYFW chaos to helping brands break trends, Livy shares how she turns her fearless style and sharp eye into influence and opportunity. She opens up about ignoring the algorithm, staying true to her taste, and building a career that blends creativity with strategy. Bold, insightful, and unapologetically authentic—this is fashion beyond the algorithm. Follow Livy Duncan HERE Follow Bailey Taylor HERE See omnystudio.com/listener for privacy information.

It Girl with Bailey Taylor

Taylor Quitara: Art, Personal Style & the Power of Being a Little Weird

Levi Sebree: Dating Without Rules, Friendship Green Flags & Breaking Into Fashion

Listener Q&A: How to Build Confidence, Know Your Worth & Become Unstoppable

Iris Kendall: Love Island, Dating Lessons & Boho Chic Style

Violetta Komyshan: Ballet-Core, Color Analysis & Curating Your Life

Chandler Guttersen: The Story Behind Vintage Grace & Finding Personal Style

Olivia Joan: Her Grandmother’s Closet, Whimsical Style & Life Beyond the Internet

Leah Faye Cooper: Vogue, Fashion Criticism & What Makes Great Style

The It Girl Guide to Breakups, Situationships & Choosing Yourself

Eva Meloche: YouTube Boundaries, Copenhagen Style & What’s Next

Lauren Chan: Fashion, Queer Confidence & Redefining the It Girl Standard

Yvette Segan: Female Comedy, New York Chaos & Making Men Cry

Hannah Meloche: From YouTube OG to Her New York Chapter

Michelle Ochs: Hervé Léger, Fashion Reinvention & The Ultimate Sexy Dress

Olivia Ponton: Content, Consistency & Career Moves in Your 20s

Sophia Bounou: Rejections, Runways & the Real Model Life

Sophie Cohen: Personal Style, Paris Dreams & IT Girl Energy

Chelsea Jordan: Making Music That’s Real, Breakups & Boundaries

Maggie MacDonald: YouTube Fame, Soft-Girl Routines & Her Next Chapter

Livy Duncan: Breaking Fashion Rules and Ignoring the Algorithm